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Carbohydrate rxn with excess acetic anhydride

Carbohydrate rxn with excess acetic anhydride

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Carbohydrate rxn with excess acetic anhydride

**Title: Understanding the Reaction of β-D-Glucopyranose with Acetic Anhydride** **Description:** This exercise focuses on predicting the organic product(s) of a carbohydrate reaction involving β-D-glucopyranose. The reaction details and guidelines are provided for clarity. **Reaction Details:** - **Substrate:** β-D-glucopyranose (a cyclic form of glucose) - **Reagents:** Excess acetic anhydride and pyridine **Instructions for Drawing Organic Products:** - Utilize wedge/hash bonds to depict stereochemistry accurately. - If two diastereomers result from the reaction, illustrate both structures. - If no reaction occurs, simply illustrate the organic starting material. - Represent carboxylic acids in their neutral (unionized) form. - Use flat representations for rings in your drawings instead of chair conformations. Avoid using Haworth projections. **3D Molecular Structure:** The 3D ball-and-stick model of β-D-glucopyranose is shown, representing the molecule's spatial arrangement. The model aids in visualizing spatial orientation and potential interactions. **Additional Notes:** This exercise reinforces the understanding of stereochemistry and the functionalization of carbohydrates using reagents like acetic anhydride. Focus on the formation of esters at the hydroxyl positions of β-D-glucopyranose. Remember to consider each reaction step's stereochemical implications and present your results using clear and precise molecular drawings.
Transcribed Image Text:**Title: Understanding the Reaction of β-D-Glucopyranose with Acetic Anhydride** **Description:** This exercise focuses on predicting the organic product(s) of a carbohydrate reaction involving β-D-glucopyranose. The reaction details and guidelines are provided for clarity. **Reaction Details:** - **Substrate:** β-D-glucopyranose (a cyclic form of glucose) - **Reagents:** Excess acetic anhydride and pyridine **Instructions for Drawing Organic Products:** - Utilize wedge/hash bonds to depict stereochemistry accurately. - If two diastereomers result from the reaction, illustrate both structures. - If no reaction occurs, simply illustrate the organic starting material. - Represent carboxylic acids in their neutral (unionized) form. - Use flat representations for rings in your drawings instead of chair conformations. Avoid using Haworth projections. **3D Molecular Structure:** The 3D ball-and-stick model of β-D-glucopyranose is shown, representing the molecule's spatial arrangement. The model aids in visualizing spatial orientation and potential interactions. **Additional Notes:** This exercise reinforces the understanding of stereochemistry and the functionalization of carbohydrates using reagents like acetic anhydride. Focus on the formation of esters at the hydroxyl positions of β-D-glucopyranose. Remember to consider each reaction step's stereochemical implications and present your results using clear and precise molecular drawings.
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